1,2-diphenyl-1,2-dihydroacenaphthylene-1,2-diol | 63018-83-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,2-diphenyl-1,2-dihydroacenaphthylene-1,2-diol
• 英文别名: 1,2-diphenyl-acenaphthene-1,2-diol；1,2-Diphenyl-acenaphthen-1,2-diol；1.2-Dioxy-1.2-diphenyl-acenaphthen；1,2-diphenylacenaphthylene-1,2-diol
• CAS: 63018-83-7
• 化学式: C₂₄H₁₈O₂
• 分子量: 338.406
• InChiKey: OSUQPPLWHLIZIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-diphenyl-1,2-dihydroacenaphthylene-1,2-diol 在 盐酸 、 溶剂黄146 作用下， 生成 2,2-diphenyl-acenaphthen-1-one
  参考文献：
  名称：

  Beschke, Justus Liebigs Annalen der Chemie, 1909, vol. 369, p. 200

  摘要：

  DOI：
• 作为产物：
  描述：

  1,8-二苯甲酰基萘 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 以27.3%的产率得到1,2-diphenyl-1,2-dihydroacenaphthylene-1,2-diol
  参考文献：
  名称：

  Structural Dependence in a One-electron Transfer Process: NaphthaleneperiKetones

  摘要：

  在含有 TBAP 的无水 DMF 中对几种萘围酮进行了循环伏安测定。结果发现，当羰基、氧和硫基团存在于围位置时，羰基还原的阴极峰电位会向更高的阳极电位移动。通过双阴离子自由基对围二酮进行可控电位电解，可得到分子内偶联产物。

  DOI：

  10.1246/bcsj.53.815

文献信息

• Diamond and Amorphous Carbon MEMS
  作者：J.P. Sullivan、T.A. Friedmann、K. Hjort

  DOI：10.1557/mrs2001.68

  日期：2001.4

  The designer of microelectromechanical systems (MEMS) can increase MEMS performance either by improved mechanical design or by the selection of a MEMS material with improved mechanical performance. In the quest to identify highperformance MEMS materials, diamond and amorphous carbon have recently emerged as a promising class of materials.

  微机电系统（MEMS）的设计者可以通过改进机械设计或选择具有改进机械性能的MEMS材料来提高MEMS性能。在寻找高性能MEMS材料的过程中，钻石和非晶碳最近被认为是一类有前途的材料。
• Structural Dependence in a One-electron Transfer Process: Naphthalene<i>peri</i>Ketones
  作者：Takeo Sato、Masao Kubo、Kenji Nishigaki

  DOI：10.1246/bcsj.53.815

  日期：1980.3

  The cyclic voltammetry of several naphthalene peri ketones was carried out in anhydrous DMF containing TBAP. The cathodic peak potential for carbonyl reduction was found to be shifted toward a more anodic potential when carbonyl, oxygen, and sulfur groups were present in the peri position. The controlled potential electrolysis of peri diketones gave an intramolecular coupling product via a bis-anion radical.

  在含有 TBAP 的无水 DMF 中对几种萘围酮进行了循环伏安测定。结果发现，当羰基、氧和硫基团存在于围位置时，羰基还原的阴极峰电位会向更高的阳极电位移动。通过双阴离子自由基对围二酮进行可控电位电解，可得到分子内偶联产物。
• Synthesis of Diarylated Aromatic Hydrocarbons by Dehydroxylation of Diols Using the Titanium(IV) Chloride and Triethylamine Reagent System
  作者：Mariappan Periasamy、Mallesh Beesu、Masilamani Shanmugaraja

  DOI：10.1055/s-0033-1339498

  日期：——

  with the titanium(III) reagent prepared in situ using the TiCl4/Et3N reagent system in dichloromethane at 25 °C. 1,2-Diarylacenaphthylene, 9,10-diarylphenanthrene and 9,10-diarylanthracene derivatives were obtained in good yields (61–92%) in short reaction times (5–30 min) from the corresponding diols with the titanium(III) reagent prepared in situ using the TiCl4/Et3N reagent system in dichloromethane

  摘要 使用钛（III）试剂从相应的二醇中以较短的反应时间（5-30分钟）以良好的收率（61-92％）获得了1,2-二芳基萘，9,10-二芳基菲和9,10-二芳基蒽衍生物使用TiCl 4 / Et 3 N试剂系统在25°C的二氯甲烷中原位制备。 使用钛（III）试剂从相应的二醇中以较短的反应时间（5-30分钟）以良好的收率（61-92％）获得了1,2-二芳基萘，9,10-二芳基菲和9,10-二芳基蒽衍生物使用TiCl 4 / Et 3 N试剂系统在25°C的二氯甲烷中原位制备。
• Acree, American Chemical Journal, 1905, vol. 33, p. 190
  作者：Acree

  DOI：——

  日期：——
• Preparation of Condensed Aromatics by Superacidic Dehydrative Cyclization of Aryl Pinacols and Epoxides¹^a
  作者：Douglas A. Klumpp、Donald N. Baek、G. K. Surya Prakash、George A. Olah

  DOI：10.1021/jo970293n

  日期：1997.9.1

  Aryl pinacols and epoxides, respectively, are cleanly and in high yield converted via superacidic dehydrative cyclization to the corresponding condensed aromatics. Dehydrative cyclization of benzopinacol (1a), triphenylacetophenone (2), and tetraphenylethylene oxide (9) give 9,10-diphenylphenanthrene (3a) as the major product in acidic media stronger than H-o = -11. Aryl pinacol 12a forms the condensed aromatic 13a as the major product in acidic media stronger than H-o = -13.5. It is proposed that the dehydrative cyclizations to provide aromatics 3a and 13a occurs through dicationic intermediates. Substituted benzopinacols 1f, 1g, and 1j are prepared and give the corresponding phenanthrenes (3f, 3g, and 3j) in high yields. The regiochemistry of the cyclization of substituted benzopinacols is controlled by deactivating substituents on the aryl rings. Aryl pinacols (12a-d) derived from acenaphthenequinone and pinacol 15 also give condensed aromatics (13a-d and 16, repectively) with superacidic triflic acid.